Gonzalo Villanueva advanced when Mariano Kestelboim retired 6-0 5-2 in the San Miguel de Tucuman CH round of 16. Gonzalo Villanueva narrowed the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-02-19 | M25 Punta del Este 1 | R16 | clay | Gonzalo Villanueva | 6-1 6-7(3) 6-2 |
| 2017-11-13 | Argentina F9 | R16 | clay | Mariano Kestelboim | 6-3 2-6 7-6(4) |
| 2016-05-02 | Argentina F5 | R32 | clay | Mariano Kestelboim | 6-4 6-4 |
| 2015-08-24 | Argentina F10 | R32 | clay | Mariano Kestelboim | 4-1 |
| 2015-03-23 | Argentina F3 | R32 | clay | Gonzalo Villanueva | 4-6 6-0 6-3 |
| 2013-09-09 | Argentina F18 | R16 | clay | Mariano Kestelboim | 6-4 6-4 |
Averages over each player's completed matches in the selected window (170 vs 114). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About